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Hilton Head Island

$91+ Cheap flights from Springfield, MA, MA to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Springfield to Hilton Head Island

Keep the following information in mind while searching for Springfield to Hilton Head Island flight deals. Data was last updated January 8, 2026.

Round-trip from

$181
(American Airlines)

One-way from

$91
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$477
From Springfield to Hilton Head Island
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One-way flight from Springfield to Hilton Head Island
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Highest demand for flights based on searches. 18% potential increase in price ($106 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Springfield to Hilton Head Island

Cheapest flights from Springfield to Hilton Head Island
Explore the most affordable flight options available from Springfield to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 amBDL - HHH
1 stop4h 33mAmerican Airlines
Thu 2/266:20 pmHHH - BDL
1 stop6h 05mAmerican Airlines
Deal found 1/7$181
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:30 amBDL - HHH
1 stop5h 23mAmerican Airlines
Thu 2/266:20 pmHHH - BDL
1 stop6h 05mAmerican Airlines
Deal found 1/7$251
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:30 amBDL - HHH
1 stop5h 23mAmerican Airlines
Wed 2/2512:23 pmHHH - BDL
2 stops7h 50mAmerican Airlines
Deal found 1/7$256
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:28 amBDL - HHH
2 stops11h 16mAmerican Airlines
Tue 3/35:19 pmHHH - BDL
2 stops6h 33mAmerican Airlines
Deal found 1/6$262
This American Airlines deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:45 amBDL - HHH
1 stop6h 16mAmerican Airlines
Mon 3/166:15 pmHHH - BDL
1 stop6h 10mAmerican Airlines
Deal found 1/8$267
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/68:00 amBDL - HHH
1 stop7h 10mDelta
Wed 5/1312:00 pmHHH - BDL
1 stop6h 07mDelta
Deal found 1/7$268
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 amBDL - HHH
1 stop4h 33mAmerican Airlines
Wed 2/255:19 pmHHH - BDL
1 stop5h 25mAmerican Airlines
Deal found 1/7$305
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:30 amBDL - HHH
1 stop5h 23mAmerican Airlines
Wed 2/255:19 pmHHH - BDL
2 stops6h 33mAmerican Airlines
Deal found 1/7$308

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Springfield to Hilton Head Island that are best for you.

Fly from

Springfield

Fly to

Hilton Head Island

Route

Depart

Return

Price

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Wed 2/18

8:45 am-3:01 pm

1 stop6h 16m

Hilton Head Island

Wed 2/25

3:31 pm-10:44 pm

1 stop7h 13m

$251

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Tue 2/24

5:28 am-3:01 pm

2 stops9h 33m

Hilton Head Island

Wed 2/25

12:23 pm-8:13 pm

2 stops7h 50m

$262

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Thu 2/19

5:28 am-2:22 pm

2 stops8h 54m

Hilton Head Island

Tue 3/3

5:19 pm-11:52 pm

2 stops6h 33m

$262

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Wed 5/6

8:00 am-3:10 pm

1 stop7h 10m

Hilton Head Island

Wed 5/13

12:00 pm-6:07 pm

1 stop6h 07m

$268

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Tue 3/10

8:45 am-3:01 pm

1 stop6h 16m

Hilton Head Island

Mon 3/16

6:15 pm-12:25 am

1 stop6h 10m

$318

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Wed 2/18

8:25 am-3:01 pm

2 stops6h 36m

Hilton Head Island

Tue 3/3

5:19 pm-11:52 pm

2 stops6h 33m

$342

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Sat 2/21

7:44 am-2:22 pm

1 stop6h 38m

Hilton Head Island

Wed 2/25

5:19 pm-10:44 pm

1 stop5h 25m

$349

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Sat 2/21

7:44 am-2:22 pm

1 stop6h 38m

Hilton Head Island

Tue 3/3

3:31 pm-11:52 pm

2 stops8h 21m

$354

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Tue 4/7

6:00 am-2:06 pm

1 stop8h 06m

$144

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Tue 5/5

6:15 am-2:01 pm

1 stop7h 46m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 16 results
1
2

Best time to book a flight from Springfield to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Springfield with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Springfield to Hilton Head Island
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated January 8, 2026.
Read through reviews of airlines operating flights from Springfield to Hilton Head Island, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,094 reviews

Crew

8.0

Overall

7.2

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,094 reviews
American Airlines
7.2
Good
11,094 reviews

Crew

8.0

Overall

7.2

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Springfield to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Springfield?

    Most people fly into Hilton Head Island (HHH) if they book a flight to Hilton Head Island from Springfield. On average, Hilton Head has 0 inbound flights from Springfield per day from 5 airlines. Hilton Head Island is conveniently located just 3.3 mi from Hilton Head Island’s city center.

  • How long is the flight from Springfield to Hilton Head Island?

    A quick flight from Springfield to Hilton Head Island can take about 6h 16m. American Airlines provides one of the quickest options available for as low as $251. Springfield and Hilton Head Island are separated by a distance of 802 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Springfield to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Springfield to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Hilton Head Island.

  • Can I find deals for business class flights from Springfield to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Springfield to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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